4000 100 تعليل.ل.ل.ل.ل.ل 80 60 IR Spectrum 40 20 % of base peak 3000 10 43 40 13C NMR Spectrum 73 proton decoupled 200 1H NMR Spectrum 9 DEPT CH₂ CH₂ CH 80 1 8 1740 2000 v (cm¹) 120 160 m/e M+= 150/152 (<1%) 1600 160 7 Mass Spectrum M+ is very small, and has two (2) peaks in a 75% (150 m/z) and 25% (152 m/z) height ratio 200 120 1200 I 6 240 5 8 800 t, 2H 280 solvent 80 4 t, 2H 3 40 s, 3H 2 0 quin, 4H 1 8 (ppm) TMS 0 8 (ppm)

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Deduce the structure that gave rise to the spectroscopic data on Page 8. Students must include: heteroatoms/bonds present (correlated with
IR absorbances) and minimum degree of unsaturation; then use IR data with MS/isotope data to calculate a "best guess" for molecular
formula; next, use MF/2 in conjunction with ¹3C NMR symmetry and chemical shift data to determine a "best guess" structure. Lastly,
correlate your "best guess" structure to ¹H NMR data. You must include a full assignment of ¹3C and ¹H NMR peaks with specific atoms
in the structure (label H atom groups with lowercase Roman letters and C atoms with lowercase Roman numerals).
Mass Spec Data
M+ (m/z)
Isotopes in [M+]
Nitrogen Rule
MF best guess
Ω
13C NMR Chemical Shift Data
FT-IR Data
Absorbance (cm-¹)
Minimum 2 Needed
13C NMR Data
DEPT # of CH3
DEPT # of CH₂
DEPT # of CH
DEPT # of Cq
Structure best guess with comments
8 (ppm)
Bond Assignment
#H
¹H NMR
splitting
atom assignment
(a, b, c, etc.)
Structure Final with comments
8 (ppm)
EVEN
13C NMR
DEPT
ODD
atom assignment
(i, ii, iii, etc.)
Transcribed Image Text:Deduce the structure that gave rise to the spectroscopic data on Page 8. Students must include: heteroatoms/bonds present (correlated with IR absorbances) and minimum degree of unsaturation; then use IR data with MS/isotope data to calculate a "best guess" for molecular formula; next, use MF/2 in conjunction with ¹3C NMR symmetry and chemical shift data to determine a "best guess" structure. Lastly, correlate your "best guess" structure to ¹H NMR data. You must include a full assignment of ¹3C and ¹H NMR peaks with specific atoms in the structure (label H atom groups with lowercase Roman letters and C atoms with lowercase Roman numerals). Mass Spec Data M+ (m/z) Isotopes in [M+] Nitrogen Rule MF best guess Ω 13C NMR Chemical Shift Data FT-IR Data Absorbance (cm-¹) Minimum 2 Needed 13C NMR Data DEPT # of CH3 DEPT # of CH₂ DEPT # of CH DEPT # of Cq Structure best guess with comments 8 (ppm) Bond Assignment #H ¹H NMR splitting atom assignment (a, b, c, etc.) Structure Final with comments 8 (ppm) EVEN 13C NMR DEPT ODD atom assignment (i, ii, iii, etc.)
IR Spectrum
4000
100
80
60
40
20
للبلبل
% of base peak
3000
10
43
40
13C NMR Spectrum
73
proton decoupled
200
1H NMR Spectrum
9
80
DEPT CH₂ CH3 CH
8
1740
2000
туру
1200
v (cm¹)
120 160
m/e
M+= 150/152 (<1%)
160
1600
7
Mass Spectrum
M+ is very small, and has two (2)
peaks in a 75% (150 m/z) and
25% (152 m/z) height ratio
200 240
J
6
120
5
8
800
280
t, 2H
solvent
80
SS.
4
t, 2H
3
40
s, 3H
2
0
quin, 4H
1
1
8 (ppm)
TMS
0
8 (ppm)
Transcribed Image Text:IR Spectrum 4000 100 80 60 40 20 للبلبل % of base peak 3000 10 43 40 13C NMR Spectrum 73 proton decoupled 200 1H NMR Spectrum 9 80 DEPT CH₂ CH3 CH 8 1740 2000 туру 1200 v (cm¹) 120 160 m/e M+= 150/152 (<1%) 160 1600 7 Mass Spectrum M+ is very small, and has two (2) peaks in a 75% (150 m/z) and 25% (152 m/z) height ratio 200 240 J 6 120 5 8 800 280 t, 2H solvent 80 SS. 4 t, 2H 3 40 s, 3H 2 0 quin, 4H 1 1 8 (ppm) TMS 0 8 (ppm)
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